Nataloe-emodin-2-O-glucoside - Compound Card

Nataloe-emodin-2-O-glucoside

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Nataloe-emodin-2-O-glucoside

Structure
Zoomed Structure
  • Family: Plantae - Asphodelaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Anthraquinone
Canonical Smiles OC[C@H]1OC(Oc2ccc3c(c2C)C(=O)c2c(C3=O)cc(cc2O)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C22H22O9/c1-8-5-11-16(12(24)6-8)19(27)15-9(2)13(4-3-10(15)17(11)25)30-22-21(29)20(28)18(26)14(7-23)31-22/h3-6,14,18,20-24,26,28-29H,7H2,1-2H3/t14-,18-,20+,21-,22?/m1/s1
InChIKey WBVJRSSDKGTTGE-UPRYOLRHSA-N
Formula C22H22O9
HBA 9
HBD 5
MW 430.41
Rotatable Bonds 3
TPSA 153.75
LogP -0.04
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.36
Exact Mass 430.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Aloe nyeriensis Asphodelaceae Plantae 117806

Showing of synonyms

  • Dagne E. (1996). Review of the chemistry of Aloes of Africa. Bulletin of the Chemical Society of Ethiopia,1996,10(1),89-103. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1cccc(C2=O)c1C(=O)c(c23)ccc(c3)OC4CCCCO4

Level: 1

Mol. Weight: 430.41 g/mol

Structure

SMILES: c1cccc(c12)C(=O)c3c(C2=O)cccc3

Level: 0

Mol. Weight: 430.41 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 430.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.63
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.05
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.12

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.94
Plasma Protein Binding
83.04
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.93
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.61
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.66
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.69
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-40.83
Rat (Acute)
2.89
Rat (Chronic Oral)
3.7
Fathead Minnow
4.16
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
537.16
Hydration Free Energy
-5.7
Log(D) at pH=7.4
1.06
Log(P)
1.71
Log S
-3.33
Log(Vapor Pressure)
-11.71
Melting Point
191.8
pKa Acid
5.03
pKa Basic
5.38
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.9012
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.9012
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8943
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8943
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.8940
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.8940
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8749
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8749
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8698
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8698
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.8543
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.8543
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8426
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8426
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8346
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8346
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8243
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8243
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8230
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8230
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8127
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8127
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8093
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8093
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.8084
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8084
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.8084
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8084
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8069
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8069
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7980
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7980
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7828
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7828
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7749
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7749
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7665
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7665
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7634
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7634
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7627
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7627
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7473
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7473
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7433
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7433
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7432
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7432
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7411
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7411
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7407
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7407
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7399
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7399
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7395
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7395
Fructose-1,6-bisphosphatase 1 P00636 F16P1_PIG Sus scrofa 3 0.7385
Fructose-1,6-bisphosphatase 1 P00636 F16P1_PIG Sus scrofa 3 0.7385
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7371
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7371
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.7329
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.7329
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7323
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7323
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7312
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7312
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7290
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7290
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7272
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7272
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7258
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7258
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 2 0.7240
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 2 0.7240
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7216
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7216
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7171
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7171
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7136
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7136
Prostaglandin E synthase 2 Q9N0A4 PGES2_MACFA Macaca fascicularis 3 0.7122
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7122
Prostaglandin E synthase 2 Q9N0A4 PGES2_MACFA Macaca fascicularis 3 0.7122
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7122
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7120
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7120
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7082
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7082
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7077
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7077
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7066
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7066
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7058
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7058
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7040
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7040
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7001
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7001

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